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22135 Aldrich

(+)-Cedrol

≥99.0% (sum of enantiomers, GC)

Synonym: (1S,2R,5S,7R,8R)-2,6,6,8-Tetramethyltricyclo[5.3.1.01.5]undecan-8-ol

  • CAS Number 77-53-2

  • Empirical Formula (Hill Notation) C15H26O

  • Molecular Weight 222.37

  •  Beilstein Registry Number 2206347

  •  EC Number 201-035-6

  •  MDL number MFCD00062952

  •  PubChem Substance ID 24853230

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Properties

Related Categories Asymmetric Synthesis, Cell Biology, Chemical Synthesis, Chiral Building Blocks, Complex Molecules,
assay   ≥99.0% (sum of enantiomers, GC)
optical activity   [α]20/D +10.5±1°, c = 5% in chloroform
bp   273 °C(lit.)
mp   82-86 °C
  86-87 °C(lit.)

Description

Packaging

5 g in glass bottle

Price and Availability

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Safety & Documentation

Safety Information

WGK Germany 
2
RTECS 
PB7728666

Protocols & Articles

Peer-Reviewed Papers

References

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The sedative effects and mechanism of action of cedrol inhalation with behavioral pharmacological evaluation. Kagawa D, Jokura H, Ochiai R, et al. Planta Med. 69(7), 637-41, (2003)

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[Analyze on chemical compositions of Dalbergia odorifera essential oils extracted by CO2-supercritical-fluid-extraction and steam distillation extraction]. Song WF, Liao MJ, and Luo SY Zhong Yao Cai 34(11), 1725-7, (2011)

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Overseas survey of the effect of cedrol on the autonomic nervous system in three countries. Yada Y, Sadachi H, Nagashima Y, et al. J. Physiol. Anthropol. 26(3), 349-54, (2007)

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[Analysis of chemical constituents in the essential oil from Evodia fargesii by GC/MS]. Zhang J, Feng G, and Luo Y Zhong Yao Cai 22(1), 30-1, (1999)

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[Studies on the chemical components from Sargassum fusiform]. Xu S, Cen Y, Cai L, et al. Zhong Yao Cai 24(7), 491-2, (2001)

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Analysis of the essential oil of Juniperus procera Endl. growing in Kenya. Akeng'a TA and Chhabra SC Afr. J. Med. Med. Sci. 26(1-2), 79-81, (1997)

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Schistosoma mansoni: cercaricidal effects of cedarwood oil and various of its components. Naples JM, Shiff CJ, and Rosler KH J. Trop. Med. Hyg. 95(6), 390-6, (1992)

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Isolation, chemical, and biotransformation routes of labdane-type diterpenes. Frija LM, Frade RF, and Afonso CA Chem. Rev. 111(8), 4418-52, (2011)

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Chiral recognition of diastereomeric 6-cedrols by vibrational circular dichroism. Gordillo-Román B, Camacho-Ruiz J, Bucio MA, et al. Chirality 24(2), 147-54, (2012)

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Biotransformation of cedrol by Curvularia lunata ATCC 12017. Collins DO and Reese PB Phytochemistry 56(5), 417-21, (2001)

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Intramolecular iron-mediated diene/olefin cyclocoupling: formation of carbon spirocycles. Pearson AJ, Wang X, and Dorange IB Org. Lett. 6(15), 2535-8, (2004)

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The molecular cloning of 8-epicedrol synthase from Artemisia annua. Hua L and Matsuda SP Arch. Biochem. Biophys. 369(2), 208-12, (1999)

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Effects of direct cedrol inhalation into the lower airway on autonomic nervous activity in totally laryngectomized subjects. Umeno K, Hori E, Tsubota M, et al. Br. J. Clin. Pharmacol. 65(2), 188-96, (2008)

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Fragrance material review on cedrol. Bhatia SP, McGinty D, Letizia CS, et al. Food Chem. Toxicol. 46 Suppl 11, S100-2, (2008)

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Antiplatelet aggregation and platelet activating factor (PAF) receptor antagonistic activities of the essential oils of five Goniothalamus species. Moharam BA, Jantan I, Ahmad Fb, et al. Molecules 15(8), 5124-38, (2010)

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Autonomic responses during inhalation of natural fragrance of Cedrol in humans. Dayawansa S, Umeno K, Takakura H, et al. Auton. Neurosci. 108(1-2), 79-86, (2003)

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Stereospecific hydroxylation of (+)-cedrol by using human skin microbial flora Staphylococcus epidermidis. Miyazawa M, Itsuzaki Y, Ishikawa K, et al. Nat. Prod. Res. 17(5), 313-7, (2003)

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Biotransformation of alpha-cedrol and caryophyllene oxide by the fungus Neurospora crassa. Kiran I, Durceylan Z, Kirimer N, et al. Nat. Prod. Commun. 5(4), 515-8, (2010)

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Effects of direct cedrol inhalation into the lower airway on brain hemodynamics in totally laryngectomized subjects. Hori E, Shojaku H, Watanabe N, et al. Auton. Neurosci. 168(1-2), 88-92, (2012)

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Merck 14,1911

Beil. 6,III,424

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